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Synthesis of 3-Aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a Tandem Addition-Rearrangement-Addition Reaction

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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary.

 In the presence of anhydrous potassium carbonate as base, triethylbenzylammonium chloride as phase transfer catalyst, and dimethylformamide as solvent, 4-nitrophenylsulfonylacetate was treated with alkyl acrylate at 70°C to afford the unexpected 3-aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a tandem addition-rearrangement-addition reaction. A possible mechanism was suggested.

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Authors and Affiliations

  1. Institute of Pesticides and Pharmaceuticals, East China University of Science and Technology, Shanghai 200237, China, , , , , , CN

    Song Cao

  2. Department of Chemistry, Nanjing University, Nanjing 210093, China, , , , , , CN

    Zheng Zhang, Ai-Long Fan & Zi-Ming Huang

Authors
  1. Song Cao
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  2. Zheng Zhang
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  3. Ai-Long Fan
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  4. Zi-Ming Huang
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Additional information

Corresponding author. E-mail: scao@263.net

Received September 2, 2002; accepted September 13, 2002

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Cao, S., Zhang, Z., Fan, AL. et al. Synthesis of 3-Aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a Tandem Addition-Rearrangement-Addition Reaction. Monatshefte für Chemie 134, 529–532 (2003). https://doi.org/10.1007/s00706-002-0569-5

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  • DOI: https://doi.org/10.1007/s00706-002-0569-5

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